America's Most Beautiful Neighborhoods

Stroll these beautiful neighborhoods for the eye candy, the Americana, and the locals’ perspective on a city.

Oak Park, Western Chicago

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It’s not just about the modest elegance of Frank Lloyd Wright, although he designed or built 23 structures in Oak Park, including his own studio. The Americana runs deeper here. Fully 90 percent of this 97-block village—conveniently tethered to downtown Chicago by a 15-minute ride on the El—is classified as a historic district that ranges from Prairie School (80 examples) to the birthplace of Ernest Hemingway. Walking past the lawns and low-pitched homes is pleasure enough, but the local government also sweetens the suburban paradise with a cycle system that puts no resident more than two blocks from a bikeway.

America's Most Beautiful Neighborhoods

Oak Park, Western Chicago

It’s not just about the modest elegance of Frank Lloyd Wright, although he designed or built 23 structures in Oak Park, including his own studio. The Americana runs deeper here. Fully 90 percent of this 97-block village—conveniently tethered to downtown Chicago by a 15-minute ride on the El—is classified as a historic district that ranges from Prairie School (80 examples) to the birthplace of Ernest Hemingway. Walking past the lawns and low-pitched homes is pleasure enough, but the local government also sweetens the suburban paradise with a cycle system that puts no resident more than two blocks from a bikeway.

NiKcreative/ Alamy

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By
Jason Cochran

Urban planner Jeff Soule remembers the moment he fully appreciated the beauty of Baltimore’s Charles Village. He was leading a tour through tree-lined streets of cheery row houses when it started to pour. “I was with 20 visiting Chinese mayors, and there was this wonderful African American woman—not only did she invite everyone up on her porch, but she made them all lemonade.”

Eye-catching design and green spaces go a long way toward making a neighborhood attractive, but the most beautiful neighborhoods are also enriched by this kind of welcoming community spirit. And they tend to resonate with American history, whether recalling a bygone way of life (the South of Broad area of Charleston) or acting as an open-air museum that showcases the work of iconic architects.

Chicago’s Oak Park, for instance, counts 23 of Frank Lloyd Wright’s modestly elegant, low-slung buildings, but the Americana runs even deeper: 90 percent of the neighborhood is classified as a historic district. No resident is more than two blocks from a bikeway, and the neighborhood is easily reached on the El train.

Some modern developers strive to manufacture an instant neighborhood-y feel and to create the kind of pastiche that a gorgeous, lived-in neighborhood possesses naturally. But Soule, director of outreach for the American Planning Association, says he hasn’t found many areas developed in the last 25 years that tick all the boxes: “A lot of newer neighborhoods haven’t stood the test of time yet.”

Fledgling and struggling neighborhoods alike can look to the Paseo in Oklahoma City as a success story. This artists’ colony of Spanish Revival 1920s bungalows was marred by mid-century gang violence. But unfazed artists moved in, taking advantage of low property values, and eventually brought the neighborhood back to a state of homey, charming bohemianism—just two miles from downtown.

Accessibility and authenticity are valued as much by travelers as by prospective residents. After all, making a detour to one of these beautiful neighborhoods isn’t just visually pleasing—it can reveal a city at its most genuine. You may not be offered free lemonade, but you may still want to move in tomorrow.